Top Tampa Cruises & Sailing

See dolphins and other marine wildlife on a guided, 90-minute cruise along the bustling waters of Tampa Bay. Choose from a morning or afternoon departure time, then discover Tampa Bay’s fascinating ecosystem. Look for an abundance of wildlife that lives there — bottlenose dolphins, fish, birds, manatees, sea turtles and more — and learn how they thrive in one of the nation’s most diverse seaports, Port Tampa Bay.

Explore one of Florida's most picturesque harbors on this Tampa history cruise that transports travelers back in time across stunning blue waters. See the real-life pirate ship known as Gabriella up close and take in views of million-dollar homes, popular museums, and the famous 'Plant Hotel' as you listen to expert commentary about the city's rich past.

Are you a baseball fan? Or maybe a hockey fan? Or better yet a football fan? Just a fan of the rich and famous in general? If you said "yes" to any of these questions, then we know you will want to see the homes of the rich and famous celebrities you admire. This is the tour for you! This is the tour for you. See the BIGGEST home in Tampa owned by a New York Yankee up close. This tour lasts one hour and will take you into Tampa Bay to see the homes on Davis Islands. There are canals lined with the grandest homes in the city. We get visited by dolphins on most trips as they play and hunt for dinner.

Enjoy an intimate ride with your closest friends or family. Take in the breath taking views as you make your way toward the famous Skyway Bridge. The Captain will make sure to get some great pictures with the beautiful sunset in the background.

Egmont Key is a beautiful private destination. This stunning island and wildlife refuge are only accessible by boat. These crystal clear waters are great for snorkeling, collecting shells, or walks along the beautiful beach, where you will find the Egmont Key Lighthouse. ​ In this excursion, you will take a short boat ride that will take you under the famous Skyway Bridge and anchor just a few feet off the beach in about 2-3 feet of water. If you are the fishing type, you will catch lunch on the way to Egmont Key. When you get there, your captain will prepare your catch for the freshest lunch you have ever had. If fishing isn't your speed, no worries - lunch and drinks will be provided! After a few hours of relaxation, you will embark on a private dolphin tour before exploring a few other secret spots our captain has for you. This will definitely be a trip you will remember forever!

Come aboard the "Yankee Money" a 23 foot custom rigged fishing boat that will accommodate up to 4 anglers comfortably. Fish for all the popular game fish that Tampa Bay has to offer including sharks, tarpon, snook, redfish, snapper and more. Whether you're a nocie or expert, your fishing charter will be tailored to meet your dreams.

Our job is to make sure you and your family have a trip of a lifetime. We want you to remember this forever. If you want to go rogue and spend more time site seeing or dolphin watching, we will make that happen! This is your day!

Come enjoy a wonderful day on the waters of Tampa Bay fishing for all the exciting fish species that Tampa Bay has to offer including snook, redfish, tarpon, sharks and more! Fish aboard the "Yankee Money", a 23 foot custom rigged bay boat that will accommodate up to four anglers comfortably. everyone from beginners to seasoned anglers are welcomed. Capt. Chet Jennings is a native of Tampa Bay and has been chartering for over 22 years. He will work hard to ensure you and your guests have a great experience reeling in the wonderful fish Tampa Bay has to offer. Enjoy a short boat ride to the fertile fishing grounds of Tampa Bay where there is no need to worry about sea sickness due to the relatively shallow, calm waters of the bay. Experience encounters with wild bottle nosed dolphin, manatees, brown pelicans, osprey, and numerous other shore birds while taking in the beautiful fauna of the mangrove lined shores of Tampa Bay. You're sure to remember this most enjoyable experience.

Nestled about 30 mins from downtown Orlando and 1 hour 30 min from Tampa, Lakeridge Winery and Vineyard is Florida's largest premium winery that produces all different types of wine. Your private tour group will be picked up and driven to the winery, which is located approx 25 miles Northwest of Orlando and 80 miles Northeast of Tampa, This offers a break from the normal tours and a chance for wine lovers to experience a taste of Florida. The Winery tour is free and offered by Lakeridge Wineries and you are free to explore at your leisure. You- Planet supplies the transportation services for your group of up to 11 Persons. After you explore the winery and if you purchase a wine you may step outside where there is a picnic table or picnic blanket you can enjoy your wine and a premade meat/cheese tray we will provide free. On Saturday and Sunday, there is live music and food trucks on site. The music is free the food trucks are an added charge paid directly to them.

We customize your group's tour letting "You-Plan-it", from pick up to drop off. We will not just drop you off at a location, only to come back many hours later. When you're done, simply call the driver and he will return promptly to pick you up and return you to your original pickup location. We understand weather changes, kids get sick, people get tired so, why get stuck for many hours with other tours who offer you nothing but a ride and a fixed schedule. If the weather is bad in one area, instead of cancelling your trip, we give the flexibility to change beaches at no charge. We provide assistance to special needs family with use of a beach wheelchair and external unoccupied wheelchair transport ability, so the entire family can enjoy. You-Planet wants you to have the most memorable moments on your vacation. Sit back and enjoy many amenities like Wifi, Ipads, Headphones, Communication Device, Water, Chairs, Umbrellas, Towels, Coolers and much more.

We customize your group's tour letting "You-Plan-it", from pick up to drop off. We will not just drop you off at a location, only to come back many hours later. When you're done, simply call the driver and he will return promptly to pick you up and return you to your original pickup location. We understand weather changes, kids get sick, people get tired so, why get stuck for many hours with other tours who offer you nothing but a ride and a fixed schedule. If the weather is bad in one area, instead of cancelling your trip, we give the flexibility to change beaches at no charge. We provide assistance to special needs family with use of a beach wheelchair and external unoccupied wheelchair transport ability, so the entire family can enjoy. You-Planet wants you to have the most memorable moments on your vacation. Sit back and enjoy many amenities like Wifi, Ipads, Headphones, Communication Device, Water, Chairs, Umbrellas, Towels, Coolers and much more.

We customize your group's tour letting "You-Plan-it", from pick up to drop off. We will not just drop you off at a location, only to come back many hours later. When you're done, simply call the driver and he will return promptly to pick you up and return you to your original pickup location. We understand weather changes, kids get sick, people get tired so, why get stuck for many hours with other tours who offer you nothing but a ride and a fixed schedule. If the weather is bad in one area, instead of canceling your trip, we give you the flexibility to change beaches at no charge. We provide assistance to special needs families with the use of external unoccupied external wheelchair transport ability, so the entire family can enjoy the day. You-Planet wants you to have the most memorable moments on your vacation. Sit back and enjoy many amenities like Wifi, Ipads, Water, Chairs, Umbrellas, Towels, Coolers, and much more.

We customize your group's tour letting "You-Plan-it", from pick up to drop off. We will not just drop you off at a location, only to come back many hours later. When you're done, simply call the driver and he will return promptly to pick you up and return you to your original pickup location. We understand weather changes, kids get sick, people get tired so, why get stuck for many hours with other tours who offer you nothing but a ride and a fixed schedule. If the weather is bad in one area, instead of cancelling your trip, we give the flexibility to change beaches at no charge. We provide assistance to special needs family with use of a beach wheelchair and external unoccupied wheelchair transport ability, so the entire family can enjoy. You-Planet wants you to have the most memorable moments on your vacation. Sit back and enjoy many amenities like Wifi, Ipads, Headphones, Communication Device, Water, Chairs, Umbrellas, Towels, Coolers and much more.